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Patent 2834437 Summary

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(12) Patent Application: (11) CA 2834437
(54) English Title: LIQUID SOAPS WITH TRICLOCARBAN
(54) French Title: SAVONS LIQUIDES CONTENANT DU TRICLOCARBAN
Status: Deemed Abandoned and Beyond the Period of Reinstatement - Pending Response to Notice of Disregarded Communication
Bibliographic Data
(51) International Patent Classification (IPC):
  • C11D 17/08 (2006.01)
  • C11D 9/00 (2006.01)
  • C11D 9/02 (2006.01)
  • C11D 9/30 (2006.01)
  • C11D 9/50 (2006.01)
(72) Inventors :
  • SHI, MANYING (China)
  • CHANG, DAVID (China)
(73) Owners :
  • COLGATE-PALMOLIVE COMPANY
(71) Applicants :
  • COLGATE-PALMOLIVE COMPANY (United States of America)
(74) Agent: SMART & BIGGAR LP
(74) Associate agent:
(45) Issued:
(86) PCT Filing Date: 2011-05-27
(87) Open to Public Inspection: 2012-12-06
Examination requested: 2013-10-28
Availability of licence: N/A
Dedicated to the Public: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): Yes
(86) PCT Filing Number: PCT/CN2011/000905
(87) International Publication Number: WO 2012162854
(85) National Entry: 2013-10-28

(30) Application Priority Data: None

Abstracts

English Abstract

An aqueous and liquid cleansing composition comprises a fatty acid soap, a salt of a lauryl ether sulfate surfactant that is present in an amount that is at least 50% of the weight of the fatty acid soap, a betaine surfactant that is present in an amount that is at least 23% of the weight of the fatty acid soap, and at least 0.05% by weight of the composition of triclocarban. The lauryl ether sulfate and betaine surfactant in the specified amount in relation to the fatty acid soap amount keep the triclocarban from precipitating out of the composition.


French Abstract

L'invention concerne une composition de nettoyage aqueuse et liquide comprenant un savon d'acide gras, un agent tensioactif de type sel de lauryléthersulfate qui est présent en une quantité qui représente au moins 50% du poids du savon d'acide gras, un agent tensioactif de type bétaïne qui est présent en une quantité qui représente au moins 23% du poids du savon d'acide gras et au moins 0,05% en poids de la composition de triclocarban. L'agent tensioactif de type lauryléthersulfate et de type bétaïne dans la quantité spécifiée par rapport à la quantité de savon d'acide gras empêche le triclocarban de se séparer par précipitation de la composition.

Claims

Note: Claims are shown in the official language in which they were submitted.


CLAIMS
WHAT IS CLAIMED IS:
1. An aqueous, liquid cleansing composition comprising
(a) a fatty acid soap,
(b) a salt of a lauryl ether sulfate surfactant that is present in an
amount that is at least
50% of the weight of the fatty acid soap,
(c) a betaine surfactant that is present in an amount that is at least 23%
of the weight
of the fatty acid soap, and
(d) at least 0.05% by weight of the composition of triclocarban.
2. The cleansing composition of claim 1, wherein the fatty acid soap is
present in an amount
of at least 8 weight %, at least 10%, or at least 15 weight% of the
composition.
3. The cleansing composition of any preceding claim, wherein the
triclocarban is present in
an amount of at least 0.1 weight%, at least 0.15 weight%, or at least 0.17
weight% of the
composition.
4. The cleansing composition of any preceding claim comprising
(a) at least 10 weight % of the fatty acid soap,
(b) at least 5.6% by weight of the composition of the salt of a lauryl
ether sulfate
surfactant,
(c) at least 2.5% by weight of the composition of the betaine surfactant,
and
(d) at least 0.15% by weight of the composition of triclocarban.
5. The cleansing composition of any preceding claim comprising
(a) at least 10 weight % of the fatty acid soap,
(b) at least 5.6% by weight of the composition of sodium lauryl ether
sulfate
surfactant,
(c) at least 2.5% by weight of the composition of cocamidopropyl betaine
surfactant,
and
(d) at least 0.15% by weight of the composition of triclocarban.
6. The cleansing composition of claim 1 comprising
(a) at least 15 weight % of the fatty acid soap,
7

(b) at least 7.7% by weight of the composition of the salt of a lauryl
ether sulfate
surfactant,
(c) at least 3.6% by weight of the composition of the betaine surfactant,
and
(d) at least 0.15% by weight of the composition of triclocarban.
7. The cleansing composition of claim 6 comprising
(a) at least 15 weight % of the fatty acid soap,
(b) at least 7.7% by weight of the composition of sodium lauryl ether
sulfate
surfactant,
(c) at least 3.6% by weight of the composition of cocamidopropyl betaine
surfactant,
and
(d) at least 0.15% by weight of the composition of triclocarban.
8. The cleansing composition of any preceding claim, wherein the lauryl
ether sulfate
surfactant is present at 50 to 70% of the weight of the fatty acid soap.
9. The cleansing composition of any preceding claim,wherein the betaine
surfactant is
present at 23 to 36%, 24 to 36%, or 25 to 36% of the weight of the fatty acid
soap.
10. The cleansing composition of any preceding claim, wherein the fatty
acid soap is a
mixture of lauric acid soap and myristic acid soap.
11. The cleansing composition of claim 10, wherein the amount of lauric
acid soap is 1.3 to
1.7, 1.4 to 1.6, or about 1.5 times the weight of myristic acid soap.
12. The cleansing composition of any preceding claim, wherein the fatty
acid soap is a
potassium fatty acid soap.
13. The cleansing composition of' any preceding claim, wherein the lauryl
ether sulfate
surfactant has an average of about 2 ethylene oxide groups per mole.
14. The cleansing composition of any preceding claim, wherein the
triclocarban remains
stable in the composition after aging at 40°C for 3 months.
15. A method of solubilizing triclocarban in a soap mix composition
comprising mixing the
fatty acid soap, the lauryl ether sulfate surfactant, the betaine surfactant,
the triclocarban,
and water of any preceding composition.
8

Description

Note: Descriptions are shown in the official language in which they were submitted.


CA 02834437 2013-10-28
WO 2012/162854 PCT/CN2011/000905
LIQUID SOAPS WITH TRICLOCARBAN
FIELD OF THE INVENTION
[0001] Soap mix cleansing composition containing triclocarban.
BACKGROUND OF THE INVENTION
[0002] Soap mix cleansing compositions are aqueous compositions that contain
fatty acid soap
and synthetic surfactants in combination. Soap mix compositions are typically
used by
consumers that want a squeaky clean skin feel similar to that provided by bar
soap. Shower gels
that contain all synthetic surfactants leave the skin feeling smooth. The
squeaky clean feel is
desired by consumers in Asia and Latin America.
[0003] Consumers have a desire for a cleansing composition to provide an
antibacterial benefit.
Antibacterial agents are typically added to the cleansing composition.
Triclocarban (3,4,4'-
trichlorocarbanilide or 3-(4-Chloropheny1)-1-(3,4-dichlorophenyl)urea or TCC)
is a common
antibacterial agent that is used in bar soaps. Triclocarban, however, is not
stable in soap mix
compositions in that it precipitates out after a short period of time when
included in amounts that
are greater than 0.01 weight% of the composition. At this low level,
triclocarban is used in
conjunction with another antibacterial agent. It would be desirable for a soap
mix formula to
stably retain triclocarban in greater amounts to deliver an antibacterial
benefit.
BRIEF SUMMARY OF THE INVENTION
[0004] An aqueous, liquid cleansing composition comprising a fatty acid soap,
a salt of a lauryl
ether sulfate surfactant that is present in an amount that is at least 50% of
the weight of the fatty
acid soap, a betaine surfactant that is present in an amount that is at least
23% of the weight of
the fatty acid soap, and at least 0.05% by weight of the composition of
triclocarban.
[0005] Also, method of solubilizing triclocarban in a soap mix composition
comprising mixing
the fatty acid soap, the lauryl ether sulfate surfactant, the betaine
surfactant, the triclocarban, and
water of the composition.
[0006] Further areas of applicability of the present invention will become
apparent from the
detailed description provided hereinafter. It should be understood that the
detailed description
1
CONFIRMATION COPY

CA 02834437 2013-10-28
WO 2012/162854 PCT/CN2011/000905
and specific examples, while indicating the preferred embodiment of the
invention, are intended
for purposes of illustration only and are not intended to limit the scope of
the invention.
DETAILED DESCRIPTION OF THE INVENTION
[0007] The following description of the preferred embodiment(s) is merely
exemplary in nature
and is in no way intended to limit the invention, its application, or uses.
[0008] The fatty acid soap can be any of the neutralized fatty acids. Typical
fatty acids used for
soaps include, myristic acid, lauric acid, palmitic acid, stearic acids, and
other fatty acids.
Sources of fatty acids include coconut oil, palm oil, palm kernel oil, tallow,
avocado, canola,
corn, cottonseed, olive, hi-oleic sunflower, mid-oleic sunflower, sunflower,
palm stearin, palm
kernel olein, safflower, and babassu oils. The fatty acids can be neutralized
with any base to
form a soap. Typical bases include, but are not limited to, sodium hydroxide,
potassium
hydroxide, and triethanolamine. In one embodiment, the soap is a potassium
soap. In certain
embodiments, the fatty acid soap is present in the composition in an amount of
at least 8
weight%. In certain embodiments, the fatty acid soap is present in the
composition in an amount
up to 30 weight%. In other embodiments, the amount is 8 to 30 weight%, 10 to
30 weight%, 10
to 20 weight%, or at least 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20 up to
30 weight%.
[0009] In one embodiment, the soap is a soap of lauric acid, myristic acid,
and optionally a
mixture of C12-18 fatty acids. In certain embodiments, the amount of lauric
acid soap is present in
an amount that is greater than any other fatty acid soap, and in other
embodiments, lauric acid
soap is at least 50% of the total weight of all fatty acid soaps.. In other
embodiments, the lauric
acid soap is 1.3 to 1.7, 1.4 to 1.6, or about 1.5 times the weight of myristic
acid soap. Having
shorter chain fatty acids increases the solubility of TCC. In another
embodiment, these soaps are
potassium soaps.
[0010] The soap can be made in situ in the composition by mixing fatty acids
with the
neutralizing agent. In certain embodiments, the molar amount of fatty acids is
greater than the
molar amount of neutralizing agent such that fatty acid remains in the
composition. In certain
embodiments, the total amount of soap includes the neutralized fatty acids and
free fatty acids.
In certain embodiments, the amount of free fatty acids is up to 20 weight% of
the total amount of
soap in the composition.
2

CA 02834437 2013-10-28
WO 2012/162854 PCT/CN2011/000905
100111 The composition contains triclocarban as an antibacterial agent. The
amount of
triclocarban is at least 0.05 weight% of the composition. In another
embodiment, the amount is
at least 0.1 weight%, at least 0.15 weight%, or at least 0.17 weight%.
[0012] To solubilize the TCC in a soap mix composition, the composition
contains a salt of a
lauryl ether sulfate surfactant and a betaine surfactant. The lauryl ether
sulfate surfactant is
present in an amount that is at least 50% of the weight of the fatty acid
soap, and the betaine
surfactant is present in an amount that is at least 23%, optionally 24% or
25%, of the weight of
the fatty acid soap. The combination of these two surfactants in these weight
ratios will keep
TCC solubilized in the composition when the TCC is present in an amount up to
1.7% by weight
of the fatty acid soap. In other embodiments, the amount of lauryl ether
sulfate surfactant is 50
to 70% of the weight of the fatty acid soap. In other embodiments, the betaine
surfactant is 23 to
36%, 24 to 36%, or 25 to 36% of the weight of the fatty acid soap.
[0013] The salt of a lauryl ether sulfate surfactant can be any of the typical
salts for surfactants.
Examples include sodium and ammonium salts. In one embodiment, the surfactant
is a sodium
lauryl ether (laureth) sulfate. In one embodiment, the lauryl ether sulfate
has an average of about
2 ethylene oxide groups per mole.
[0014] The betaine surfactant can be any betaine surfactant. Examples of
betaine surfactant
include, but are not limited to, coco dimethyl carboxymethyl betaine, lauryl
dimethyl
carboxy-methyl betaine, lauryl dimethyl alpha-carboxyethyl betaine, cetyl
dimethyl
carboxymethyl betaine, lauryl bis-(2-hydroxyethyl)carboxy methyl betaine,
stearyl
bis-(2-hydroxypropyl)carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl
betaine, and
lauryl bis-(2-hydroxypropyl)alpha-carboxyethyl betaine, sulfobetaines such as
coco dimethyl
sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, amido betaines,
amidosulfobetaines
and the like. In one embodiment, the betaine surfactant is cocamidopropyl
betaine.
[0015] Water is present in the composition in an amount that is sufficient to
form a liquid
composition. In certain embodiments, the amount of water is at least 65 weight
%, or 65 to 90
weight%. In other embodiments the amount of water is 75 to 85 weight%.
[0016] By solubilized, it is meant that the TCC will remain in the composition
when aged at
40 C for at least 3 months. The composition is maintained at 40 C +/-2 C at
75% relative
humidity +/-5% relative humidity for 3 months. In certain embodiments, the
amount of TCC
3

CA 02834437 2013-10-28
WO 2012/162854 PCT/CN2011/000905
that remains in the composition is at least 90, 91, 92, 93, 94, 95, 96, 97,
98, 99, 99.9% by weight
of the TCC. In one embodiment, the amount of TCC that remains solubilized is
100%.
[0017] The pH of the composition is greater than 7 so that the composition is
basic to keep the
fatty acid soap in soap form. If the pH becomes acidic, the fatty acid will
revert to acid form. In
certain embodiments, the pH is 8.9 to 9.5.
[0018] In one embodiment, the composition comprises at least 10 weight % of
the potassium
fatty acid soap, at least 5.6% by weight of the composition of the salt of a
lauryl ether sulfate
surfactant, at least 2.5% by weight of the composition of the betaine
surfactant, and at least
0.15% by weight of the composition of triclocarban. In another embodiment, the
composition
comprises at least 10 weight % of the potassium fatty acid soap, at least 5.6%
by weight of the
composition of sodium lauryl ether sulfate surfactant, at least 2.5% by weight
of the composition
of cocamidopropyl betaine surfactant, and at least 0.15% by weight of the
composition of
triclocarban. In another embodiment, the composition comprises at least 15
weight % of the
potassium fatty acid soap, at least 7.7% by weight of the composition of the
salt of a lauryl ether
sulfate surfactant, at least 3.6% by weight of the composition of the betaine
surfactant, and at
least 0.15% by weight of the composition of triclocarban. In another
embodiment, the
composition comprises at least 15 weight % of the potassium fatty acid soap,
at least 7.7% by
weight of the composition of sodium lauryl ether sulfate surfactant, at least
3.6% by weight of
the composition of cocamidopropyl betaine surfactant, and at least 0.15% by
weight of the
composition of triclocarban.
EXAMPLES
[0019] Example 1
[0020] The following comparative, prophetic, and inventive compositions (A to
E) were
prepared by mixing the fatty acid soap, the sodium lauryl ether sulfate
surfactant, the
cocamidopropyl betaine surfactant, and the TCC. The stability of the TCC after
aging at 40 C
for 3 months was evaluated. The results are in the table below. In the
comparative examples
when only one of the surfactants is present or when one or both of the
surfactants are present
below the required amount, the TCC precipitates out.
4

0
n.)
o
1¨,
n.)
1¨,
o
n.)
oe
un
.6.
Weight % Cl C2 C3 C4 C5 Prophetic]
Prophetic2 A B C D E n
Potassium Soap 10% 10% 10% 10% 10% 17.2% 18.3%
10% 10% 10% 10% 10% 0
I\)
Cocamidopropyl 2.9% 0% 0 2.9% 1.2% 0.76% 0.78%
2.9% 2.9% 2.4% 2.7% 2.9% co
co
Betaine
a,
a,
u" Sodium lauryl 0 - 5.6% 6.4% 2.8% 5.6% 2.23%
2.05% 5.6% 6.1% 5.6% 5.6% 6.4% u.)
-.3
ether sulfate
iv
0
TCC 0.15% 0.15% 0.15% 0.15% 0.15% 0.15% 0.15% 0.15% 0.15% 0.15%
0.15% 0.15% H
CA
1
Water and Q.S. Q.S. Q.S. Q.S. Q.S. Q.S. Q.S.
Q.S. Q.S. Q.S. Q.S. Q.S. H
0
1
minors
iv
Aging Result TCC TCC TCC TCC TCC Expected
Expected Pass 3 Pass 3 Pass 3 Pass 3 Pass 3 co
precipitated precipitated precipitated precipitated precipitated to fail to
fail months months months months months
Iv
n
,-i
n
eJ
-a-,
=
=
=
u,

CA 02834437 2013-10-28
WO 2012/162854 PCT/CN2011/000905
[0021] As used throughout, ranges are used as shorthand for describing each
and every value
that is within the range. Any value within the range can be selected as the
terminus of the range.
In addition, all references cited herein are hereby incorporated by referenced
in their entireties.
In the event of a conflict in a definition in the present disclosure and that
of a cited reference, the
present disclosure controls.
[0022] Unless otherwise specified, all percentages and amounts expressed
herein and elsewhere
in the specification should be understood to refer to percentages by weight.
The amounts given
are based on the active weight of the material.
6

Representative Drawing

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Administrative Status

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Event History

Description Date
Inactive: Dead - No reply to s.30(2) Rules requisition 2016-08-17
Application Not Reinstated by Deadline 2016-08-17
Deemed Abandoned - Failure to Respond to Maintenance Fee Notice 2016-05-27
Inactive: Abandoned - No reply to s.30(2) Rules requisition 2015-08-17
Inactive: S.30(2) Rules - Examiner requisition 2015-02-17
Inactive: Report - No QC 2015-02-05
Change of Address or Method of Correspondence Request Received 2015-01-15
Letter Sent 2014-01-31
Inactive: Single transfer 2014-01-08
Inactive: Cover page published 2013-12-13
Inactive: Acknowledgment of national entry - RFE 2013-12-04
Application Received - PCT 2013-12-04
Inactive: First IPC assigned 2013-12-04
Inactive: IPC assigned 2013-12-04
Inactive: IPC assigned 2013-12-04
Inactive: IPC assigned 2013-12-04
Inactive: IPC assigned 2013-12-04
Inactive: IPC assigned 2013-12-04
Letter Sent 2013-12-04
Request for Examination Requirements Determined Compliant 2013-10-28
All Requirements for Examination Determined Compliant 2013-10-28
National Entry Requirements Determined Compliant 2013-10-28
Application Published (Open to Public Inspection) 2012-12-06

Abandonment History

Abandonment Date Reason Reinstatement Date
2016-05-27

Maintenance Fee

The last payment was received on 2015-05-04

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Fee History

Fee Type Anniversary Year Due Date Paid Date
MF (application, 2nd anniv.) - standard 02 2013-05-27 2013-10-28
Request for examination - standard 2013-10-28
Basic national fee - standard 2013-10-28
Registration of a document 2014-01-08
MF (application, 3rd anniv.) - standard 03 2014-05-27 2014-04-16
MF (application, 4th anniv.) - standard 04 2015-05-27 2015-05-04
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
COLGATE-PALMOLIVE COMPANY
Past Owners on Record
DAVID CHANG
MANYING SHI
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Description 2013-10-28 6 248
Abstract 2013-10-28 1 55
Claims 2013-10-28 2 76
Cover Page 2013-12-13 1 31
Acknowledgement of Request for Examination 2013-12-04 1 176
Notice of National Entry 2013-12-04 1 202
Courtesy - Certificate of registration (related document(s)) 2014-01-31 1 103
Courtesy - Abandonment Letter (Maintenance Fee) 2016-07-08 1 171
Courtesy - Abandonment Letter (R30(2)) 2015-10-13 1 163
PCT 2013-10-28 5 153
Correspondence 2015-01-15 2 67